Cited by An entry to spiro-fused sultams via electrochemical brominative ipso-annulation of N-aryl alkynyl sulphonamides

Electrophotocatalytic Thiocyanation and Sulfonylation Cyclization of Unactivated Alkenes DOI

Yingchun Ma,

Ping Yu,

Ruoyu Qin

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Dec. 18, 2024

We report an electrophotocatalytic process that enables the thiocyanation and sulfonylation/cyclization of alkenes. It is applicable to a wide range unactivated alkenes, using inexpensive photocatalyst 2,4,6-triphenylpyrylium tetrafluoroborate (TPPT) produce diverse array heterocycles containing sulfonyl thiocyano groups with good functional group tolerance. The protocol operates under mild, chemical oxidant- transition-metal-free, broad scope substrates. Preliminary mechanistic studies suggest reaction involves combination electrolysis reductive quenching photocatalytic cycle TPPT.

Language: Английский

Citations

Electrochemical Arene Radical Cation Promoted Spirocyclization of Biaryl Ynones: Access to Alkoxylated Spiro[5,5]trienones DOI

Wei Zhou,

Zi-Qiong Li,

Chaozhihui Cheng

et al.

Organic Letters, Journal Year: 2023, Volume and Issue: 25(51), P. 9158 - 9163

Published: Dec. 15, 2023

Herein, a novel electrochemical arene radical cation promoted dearomative spirocyclization of biaryl ynones with alcohols is described, providing conceptually transformation mode for producing diverse alkoxylated spiro[5,5]trienones. The catalyst- and chemical-oxidant-free protocol features broad substrate scope high functional group tolerance. Mechanistic studies reveal that the generation via anodic single-electron oxidation crucial, sequential 6-endo-dig cyclization, dissociation hemiketal, oxidation, nucleophilic attack alcohols.

Language: Английский

Citations

Iodo-Annulations of N-Benzyl-propiolamides Leading To Azaspiro[5.5]undecatrienones or Benzo[c]azepinones DOI

Chada Raji Reddy, S. Chandrasekhar,

Thallamapuram Nagendraprasad

et al.

Synthesis, Journal Year: 2024, Volume and Issue: 56(19), P. 3037 - 3044

Published: June 20, 2024

Abstract Iodine-mediated oxidative annulations of N-benzyl-propiolamides are disclosed for the first time, providing either azaspiro[5.5]undecatrienones via dearomative ipso-annulation or benzo[c]azepinones through ortho-annulation. The selective construction aforementioned products is based on ceric ammonium nitrate (CAN)-promoted divergent reactivity propiolamide, directed by substituents phenyl ring N-benzyl group.

Language: Английский

Citations

Visible-light-induced dual C H functionalization of biaryl ynones via a 6-exo-trig domino radical addition/cyclization/dearomatization: Efficient access to alkylated spiro[5.5] trienones DOI

Dong Xia,

Shi Yun,

Yang Li

et al.

Tetrahedron Letters, Journal Year: 2024, Volume and Issue: 151, P. 155312 - 155312

Published: Sept. 25, 2024

Language: Английский

Citations

Additive‐free and Diastereoselective Synthesis for trans‐Disubstituted‐2,3‐dihydro‐benzofurans via [4 + 1] Annulation between p‐QMs and TFISYs DOI

Yong Li,

Chuan‐Chuan Wang,

Mengru Ren

et al.

European Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Oct. 14, 2024

Abstract An additive‐free and diastereoselective [4+1] annulation between ortho ‐hydroxyphenyl‐substituted para ‐quinone methides CF 3 ‐substituted imidoyl sulfoxonium ylides is developed, providing a facile practical route to diverse trans ‐2,3‐dihydrobenzofurans with high efficiency. This protocol features mild conditions, broad substrate scope easy operate.

Language: Английский

Citations

An entry to spiro-fused sultams via electrochemical brominative ipso-annulation of N-aryl alkynyl sulphonamides DOI

Chada Raji Reddy,

Maramoni Shivudu,

Anjali Rathaur

et al.

Tetrahedron Letters, Journal Year: 2024, Volume and Issue: unknown, P. 155330 - 155330

Published: Oct. 1, 2024

Language: Английский

Citations